EP0983335B1 - Alkylpolyglucosides containing disinfectant compositions active against pseudomonas microorganism - Google Patents
Alkylpolyglucosides containing disinfectant compositions active against pseudomonas microorganism Download PDFInfo
- Publication number
- EP0983335B1 EP0983335B1 EP98918984A EP98918984A EP0983335B1 EP 0983335 B1 EP0983335 B1 EP 0983335B1 EP 98918984 A EP98918984 A EP 98918984A EP 98918984 A EP98918984 A EP 98918984A EP 0983335 B1 EP0983335 B1 EP 0983335B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition according
- sub
- alcohol
- group
- chlorhexidine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 87
- 239000000645 desinfectant Substances 0.000 title claims description 6
- 241000589516 Pseudomonas Species 0.000 title claims description 5
- 244000005700 microbiome Species 0.000 title description 6
- 239000004094 surface-active agent Substances 0.000 claims abstract description 26
- -1 aryl alcohol Chemical compound 0.000 claims abstract description 21
- 239000004599 antimicrobial Substances 0.000 claims abstract description 18
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229960003260 chlorhexidine Drugs 0.000 claims abstract description 13
- 125000005233 alkylalcohol group Chemical group 0.000 claims abstract description 8
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims abstract description 6
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims abstract description 6
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims abstract description 6
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229960002737 fructose Drugs 0.000 claims abstract description 6
- 230000002421 anti-septic effect Effects 0.000 claims abstract description 5
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 claims abstract description 3
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- WQZGKKKJIJFFOK-WHZQZERISA-N D-aldose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-WHZQZERISA-N 0.000 claims abstract description 3
- WQZGKKKJIJFFOK-IVMDWMLBSA-N D-allopyranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@H](O)[C@@H]1O WQZGKKKJIJFFOK-IVMDWMLBSA-N 0.000 claims abstract description 3
- LKDRXBCSQODPBY-JDJSBBGDSA-N D-allulose Chemical compound OCC1(O)OC[C@@H](O)[C@@H](O)[C@H]1O LKDRXBCSQODPBY-JDJSBBGDSA-N 0.000 claims abstract description 3
- HAIWUXASLYEWLM-UHFFFAOYSA-N D-manno-Heptulose Natural products OCC1OC(O)(CO)C(O)C(O)C1O HAIWUXASLYEWLM-UHFFFAOYSA-N 0.000 claims abstract description 3
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims abstract description 3
- 229930091371 Fructose Natural products 0.000 claims abstract description 3
- 239000005715 Fructose Substances 0.000 claims abstract description 3
- LKDRXBCSQODPBY-AMVSKUEXSA-N L-(-)-Sorbose Chemical compound OCC1(O)OC[C@H](O)[C@@H](O)[C@@H]1O LKDRXBCSQODPBY-AMVSKUEXSA-N 0.000 claims abstract description 3
- WQZGKKKJIJFFOK-VSOAQEOCSA-N L-altropyranose Chemical compound OC[C@@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-VSOAQEOCSA-N 0.000 claims abstract description 3
- HSNZZMHEPUFJNZ-UHFFFAOYSA-N L-galacto-2-Heptulose Natural products OCC(O)C(O)C(O)C(O)C(=O)CO HSNZZMHEPUFJNZ-UHFFFAOYSA-N 0.000 claims abstract description 3
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims abstract description 3
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 claims abstract description 3
- HAIWUXASLYEWLM-AZEWMMITSA-N Sedoheptulose Natural products OC[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@](O)(CO)O1 HAIWUXASLYEWLM-AZEWMMITSA-N 0.000 claims abstract description 3
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims abstract description 3
- 229930006000 Sucrose Natural products 0.000 claims abstract description 3
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims abstract description 3
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 claims abstract description 3
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 claims abstract description 3
- 229930182830 galactose Natural products 0.000 claims abstract description 3
- 125000002951 idosyl group Chemical class C1([C@@H](O)[C@H](O)[C@@H](O)[C@H](O1)CO)* 0.000 claims abstract description 3
- BJHIKXHVCXFQLS-PQLUHFTBSA-N keto-D-tagatose Chemical compound OC[C@@H](O)[C@H](O)[C@H](O)C(=O)CO BJHIKXHVCXFQLS-PQLUHFTBSA-N 0.000 claims abstract description 3
- 239000008101 lactose Substances 0.000 claims abstract description 3
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims abstract description 3
- HSNZZMHEPUFJNZ-SHUUEZRQSA-N sedoheptulose Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO HSNZZMHEPUFJNZ-SHUUEZRQSA-N 0.000 claims abstract description 3
- 239000005720 sucrose Substances 0.000 claims abstract description 3
- 150000003478 taloheptuloses Chemical class 0.000 claims abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 24
- 235000019441 ethanol Nutrition 0.000 claims description 23
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical group CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 21
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims description 18
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 18
- 229960003500 triclosan Drugs 0.000 claims description 18
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 14
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 12
- 229960005323 phenoxyethanol Drugs 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- YZIYKJHYYHPJIB-UUPCJSQJSA-N chlorhexidine gluconate Chemical group OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.C1=CC(Cl)=CC=C1NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC1=CC=C(Cl)C=C1 YZIYKJHYYHPJIB-UUPCJSQJSA-N 0.000 claims description 9
- 229960003333 chlorhexidine gluconate Drugs 0.000 claims description 9
- 239000003945 anionic surfactant Substances 0.000 claims description 7
- OAAZUWWNSYWWHG-UHFFFAOYSA-N 1-phenoxypropan-1-ol Chemical compound CCC(O)OC1=CC=CC=C1 OAAZUWWNSYWWHG-UHFFFAOYSA-N 0.000 claims description 6
- AOMUHOFOVNGZAN-UHFFFAOYSA-N N,N-bis(2-hydroxyethyl)dodecanamide Chemical compound CCCCCCCCCCCC(=O)N(CCO)CCO AOMUHOFOVNGZAN-UHFFFAOYSA-N 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- 239000004088 foaming agent Substances 0.000 claims description 5
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 238000005187 foaming Methods 0.000 claims description 4
- 235000012208 gluconic acid Nutrition 0.000 claims description 4
- 239000003752 hydrotrope Substances 0.000 claims description 4
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 4
- 229920001282 polysaccharide Polymers 0.000 claims description 4
- 239000005017 polysaccharide Substances 0.000 claims description 4
- 239000003755 preservative agent Substances 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 claims description 4
- QTDIEDOANJISNP-UHFFFAOYSA-N 2-dodecoxyethyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOCCOS(O)(=O)=O QTDIEDOANJISNP-UHFFFAOYSA-N 0.000 claims description 3
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 3
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 3
- 239000002280 amphoteric surfactant Substances 0.000 claims description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 3
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 3
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 3
- 235000015165 citric acid Nutrition 0.000 claims description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 239000000174 gluconic acid Substances 0.000 claims description 3
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
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- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical class CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 claims description 2
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- IBOBFGGLRNWLIL-UHFFFAOYSA-N n,n-dimethylhexadecan-1-amine oxide Chemical class CCCCCCCCCCCCCCCC[N+](C)(C)[O-] IBOBFGGLRNWLIL-UHFFFAOYSA-N 0.000 claims description 2
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- RARSHUDCJQSEFJ-UHFFFAOYSA-N p-Hydroxypropiophenone Chemical group CCC(=O)C1=CC=C(O)C=C1 RARSHUDCJQSEFJ-UHFFFAOYSA-N 0.000 claims description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 2
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- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- FATUQANACHZLRT-KMRXSBRUSA-L calcium glucoheptonate Chemical class [Ca+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)C([O-])=O FATUQANACHZLRT-KMRXSBRUSA-L 0.000 description 1
- 230000000249 desinfective effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- DLSFOUQNQPHSQL-UHFFFAOYSA-L disodium;cumene;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CC(C)C1=CC=CC=C1 DLSFOUQNQPHSQL-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 229940050410 gluconate Drugs 0.000 description 1
- 229930195712 glutamate Natural products 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 244000000010 microbial pathogen Species 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- URLJMZWTXZTZRR-UHFFFAOYSA-N sodium myristyl sulfate Chemical compound CCCCCCCCCCCCCCOS(O)(=O)=O URLJMZWTXZTZRR-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- JDVPQXZIJDEHAN-UHFFFAOYSA-M succinamate Chemical compound NC(=O)CCC([O-])=O JDVPQXZIJDEHAN-UHFFFAOYSA-M 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
- 229960001325 triclocarban Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/43—Guanidines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2/00—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
- A61L2/16—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor using chemical substances
- A61L2/18—Liquid substances or solutions comprising solids or dissolved gases
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0047—Other compounding ingredients characterised by their effect pH regulated compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0073—Anticorrosion compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0094—High foaming compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/2034—Monohydric alcohols aromatic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
- C11D3/225—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin etherified, e.g. CMC
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/24—Organic compounds containing halogen
Definitions
- This invention relates to a disinfectant cleansing composition.
- US 3,855,140 assigned to Imperial Chemical Industries describes a skin cleansing composition comprising a soluble salt of chlorhexidine in combination with a polyoxyethylenepolyoxypropylene block copolymer.
- a soluble salt of chlorhexidine in combination with a polyoxyethylenepolyoxypropylene block copolymer.
- the surfactant in order to obtain sufficient sudsing of the polymer it is necessary to use high proportions of the surfactant in amounts of the order of 20-25%.
- High amounts of chlorhexidine are consequently required to maintain the desired antimicrobial activity.
- Such high amounts are undesirable as it is known that surfactants may affect the skin adversely by defatting, and causing in combination with biocides such as chlorhexidine, irritation to the skin. Further the ingredients of the composition can be costly.
- WO 95/09605 teaches one to combine a phenolic disinfectant with an alkylpolyglucoside surfactant, As indicated in that patent however, such compositions although showing good biocidal activity against most microorganisms, are incapable of disinfecting surfaces contaminated by the microorganism Pseudomonas aeruginosa to which the compositions are inactive.
- WO-A-97/48377 discloses a skin wash composition for topical application to skin comprising a 0.05 to 0.25% w/w triclocarban as an active antibacterial agent formulated in a mild and non-irritant detergent base consisting of a mixture of a non-ionic alkylpolyglucoside surfactant and an amphoteric surfactant in the absence of an anionic surfactant.
- WO-A-92/13055 discloses liquid washing agents containing a fatty alcohol sulphate, alkyl polyglycoside, soap and lower alcohols.
- an antiseptic cleansing composition according to claim 1.
- a method of decontaminating surfaces contaminated with bacteria comprises contacting the surface with the disinfectant cleansing composition of the first aspect.
- the selected alcohol is preferably phenoxyethanol.
- alkylpolysaccharide surfactants are also known in the art as alkylpolyglucosides, however, for the purposes of the following discussion, the surfactant will be termed an alkylpolysaccharide.
- the content of the surfactant present in the composition does not exceed 6% w/v.
- the alkylpolysaccharide is an alkylpolysaccharide of the formula: wherein n is an integer between 5 and 19, and m is an integer between 1 and 3.
- the surfactant alkyl polysaccharide shown contains glucose units, however the invention is not limited thereto and other sugar units can be substituted for one or more of the glucose units.
- Other sugar units which might be included in the alkylpolysaccharide include maltose, arabinose, xylose, mannose, galactose, gulose, idose, talose, allose, altrose, sucrose, fructose, sorbose, levulose, lactose, allulose, tagatose, alloheptulose, sedoheptulose, glucoheptulose, mannoheptulose, guloheptulose, idoheptulose, galactoheptulose, taloheptulose and derivatives thereof.
- the antimicrobial agents are chlorhexidine and its salts; and 2,4,4-trichloro-2-hydroxy-diphenylether (triclosan).
- Suitable salts of chlorhexidine include the gluconate, isethionate, formate, acetate, glutamate, succinamate, monodiglycolate, dimethanesulfonate, lactate, diisobutyrate or the glucoheptonate salts.
- the antimicrobial agent has a water solubility of at least 0.001% w/v at ambient temperature.
- the antimicrobial agent is chlorhexidine digluconate it is used in an amount preferably not exceeding 4.5% w/v.
- the antimicrobial agent is 2,4,4-trichloro-2-hydroxydiphenylether (triclosan) it is used in an amount preferably not exceeding 3% w/v.
- the alkyl alcohol is a lower alkyl alcohol, herein defined as an alcohol having less than 6 carbon atoms such as ethanol, iso or n-propanol, most preferably the alkyl alcohol is isopropanol or n-propanol.
- the alcohol content preferably does not exceed 70% w/v.
- the alcohol is desirably iso or n-propanol or a combination thereof and is preferably present in an amount of from 3 to 10% w/v, most preferably 4 to 8% w/v.
- the alkyl alcohol will be preferably be 55-75% w/v.
- the aryl alcohol is a benzylalcohol, phenylethylalcohol, phenoxyethanol, phenoxypropanol or a chlorinated derivative thereof.
- phenoxyethanol and phenoxypropanol are preferred.
- the aryl alcohol is present in an amount not exceeding 3% w/v.
- An inert carrier can be used-for example water or a lower alcohol such as ethanol.
- composition may further comprise one or more of the following integers:
- the pH of the composition is typically adjusted to pH 5 to 7, most preferably 5.5 but is not limited to this pH.
- a pH greater than 8 should be avoided to prevent precipitation of the chlorhexidine free base.
- Most organic acids compatible with the composition such as lactic, acetic, citric and gluconic acids, preferably gluconic acid, can be used to adjust the pH.
- Example I Comparative composition in accordance with WO 95/09605
- Chlorhexidine Gluconate (CHG) 4.0% w/v Nonionic Surfactant (100%) 25.00% w/v Lauryl Dimethylamineoxide (100%) 2.60% w/v Water to 100.0% by volume (formula as per published data (Manuf. Chemist, October 1973, p. 25-27 and disclosed in US Patent 3 855 140)
- Example 2 Same composition as Example 1 to which 5.0% w/v n-propanol and 1% w/v phenoxyethanol have been added and the triclosan increased to 1% w/v.
- Example VI Inventive Composition Containing Chlorhexidine Gluconate
- Example VII Inventive Compositions Containing Chlorhexidine Gluconate
- Chlorhexidine gluconate (CHG) 1.0% w/v Alkylpolysaccharide (100%) 4.00% w/v Cocodiethanolamide (100%) 0.80% w/v Propylene glycol 2.0% w/v n-propanol 6.0% w/v Phenoxypropanol 1.0% w/v Water to 100.0% by volume
- Triclosan 1.0% w/v Alkylpolysaccharide (100%) 4.00% w/v Sodium 2 laurylethersulfate (100%) 0.20% w/v Cocodiethanolamide (100%) 2.00% w/v Isopropanol 8.0% w/v Propylene Glycol 10.0% w/v Preservative 1.0% w/v Phenoxyethanol 2.0% w/v Water to 100.0% by volume
- Triclosan 1.0% w/v Alkyl polysaccharide (100%) 4.00% w/v Sodium 2 laurylethersulphate (100%) 0.25% w/v Sodium cumene sulfate (100%) 4.00% w/v Ethyl alcohol 4.0% w/v n-propanol 4.0% w/v Phenoxyethanol 1.5% w/v Water to 100% by volume
- compositions according to the invention have the same or greater effectiveness with respect to biocidal activity and are less toxic, at much lower concentrations of the antimicrobial agent in comparison with conventional prior art compositions.
- the amount of chlorhexidine can be reduced 4% to 2% (w/v) whilst maintaining good biocidal activity and foaming properties.
- alkylpolysaccharides in amounts as low as 2% it is possible to obtain sufficient foaming skin cleansing properties not obtainable with other conventional surfactants. Further, the known interference with the antimicrobial properties of biocides with surfactants is considerably reduced.
- compositions of the invention are effective against the pseudomonas microorganism.
- the invention is a significant and important improvement on the art as taught in US 3,855,140 as illustrated by the fact that, while the composition of US Patent 3,855,140 showed no activity against Pseudomonas, the compositions of the present invention are effective against Pseudomonas at concentrations containing as low as 0.49% triclosan.
- compositions according to the invention are especially suitable for skin and hand disinfection, surface disinfection, impregnation of sponges, woven and nonwoven textiles.
- composition of the invention is suitable for cleansing any object.
- the composition of the invention is particularly suitable for cleansing hands in clinical situations and before surgery but can also be used for cleansing inanimate objects such as surgical instruments.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Molecular Biology (AREA)
- Dermatology (AREA)
- General Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Saccharide Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AUPO6909A AUPO690997A0 (en) | 1997-05-20 | 1997-05-20 | Alkylpolyglucosides containing disinfectant compositions active against pseudomonas microorganism |
AUPO690997 | 1997-05-20 | ||
PCT/AU1998/000329 WO1998053036A1 (en) | 1997-05-20 | 1998-05-07 | Alkylpolyglucosides containing disinfectant compositions active against pseudomonas microorganism |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0983335A1 EP0983335A1 (en) | 2000-03-08 |
EP0983335A4 EP0983335A4 (en) | 2001-02-28 |
EP0983335B1 true EP0983335B1 (en) | 2005-11-30 |
Family
ID=3801200
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP98918984A Expired - Lifetime EP0983335B1 (en) | 1997-05-20 | 1998-05-07 | Alkylpolyglucosides containing disinfectant compositions active against pseudomonas microorganism |
Country Status (21)
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102007020426A1 (de) * | 2007-04-27 | 2008-10-30 | Bernd Schwegmann Gmbh & Co. Kg | Mischung, welche ein Alkylpolyglucosid, ein Cotensid und ein polymeres Additiv umfasst |
Families Citing this family (55)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AUPO690997A0 (en) * | 1997-05-20 | 1997-06-12 | Novapharm Research (Australia) Pty Ltd | Alkylpolyglucosides containing disinfectant compositions active against pseudomonas microorganism |
EP0996420A2 (en) * | 1997-06-04 | 2000-05-03 | The Procter & Gamble Company | Mild, leave-on antimicrobial compositions |
US6861397B2 (en) * | 1999-06-23 | 2005-03-01 | The Dial Corporation | Compositions having enhanced deposition of a topically active compound on a surface |
DE19957739A1 (de) * | 1999-12-01 | 2001-06-28 | Henkel Ecolab Gmbh & Co Ohg | Handwaschlotion für wiederbefüllbare Schaumerzeugungsvorrichtung |
ES2259654T3 (es) * | 2000-06-21 | 2006-10-16 | Ciba Specialty Chemicals Holding Inc. | Preparados tensoactivos. |
AU2002229627B2 (en) * | 2000-12-14 | 2006-11-23 | Ciba Specialty Chemicals Holding Inc. | Surface-active compositions |
DE10109925B4 (de) * | 2001-03-01 | 2004-11-25 | Antiseptica Chemisch-Pharmazeutische Produkte Gmbh | Wund- und Schleimhautantiseptikum |
AUPR622301A0 (en) * | 2001-07-09 | 2001-08-02 | Novapharm Research (Australia) Pty Ltd | Infection control system |
DE10205883A1 (de) * | 2002-02-13 | 2003-08-21 | Schuelke & Mayr Gmbh | Wässriges Antiseptikum auf Basis von Bispyridiniumalkanen |
WO2005092095A1 (en) * | 2004-03-23 | 2005-10-06 | Green World Chemicals Cc | Bactericidal liquid skin composition |
DE102005002643B4 (de) * | 2005-01-19 | 2007-11-22 | Schülke & Mayr GmbH | Zusammensetzungen für die hygienische Händedesinfektion und die desinfizierende Händewaschung |
DE102005002644A1 (de) * | 2005-01-19 | 2006-07-20 | Schülke & Mayr GmbH | Zusammensetzungen für die hygienische Händedesinfektion und die desinfizierende Händewaschung |
WO2006122345A1 (en) * | 2005-05-16 | 2006-11-23 | Novapharm Research (Australia) Pty Ltd | Method and composition for use in preparation of a patient for surgery |
DE102005058978A1 (de) * | 2005-08-26 | 2007-03-29 | Bode Chemie Gmbh & Co. Kg | Wund- und Schleimhautdesinfektionsmittel |
DE102006051891A1 (de) * | 2006-10-31 | 2008-05-08 | Schülke & Mayr GmbH | Antimikrobiell wirksame Zusammensetzung mit einem Gehalt an Bispyridiniumalkan |
US9192449B2 (en) | 2007-04-02 | 2015-11-24 | C. R. Bard, Inc. | Medical component scrubbing device with detachable cap |
US8336152B2 (en) | 2007-04-02 | 2012-12-25 | C. R. Bard, Inc. | Insert for a microbial scrubbing device |
US8065773B2 (en) | 2007-04-02 | 2011-11-29 | Bard Access Systems, Inc. | Microbial scrub brush |
US8696820B2 (en) | 2008-03-31 | 2014-04-15 | Bard Access Systems, Inc. | Method of removing a biofilm from a surface |
FR2929510B1 (fr) * | 2008-04-02 | 2011-01-21 | Lvmh Rech | Utilisation d'au moins un glycoside d'alkyle en tant qu'agen qu'agent anti-vieillissement et/ou calmant des peaux sensibles dans des compositions cosmetiques, et methodes de soin cosmetique utilisant les dites compositions. |
US7939488B2 (en) | 2008-08-26 | 2011-05-10 | The Clorox Company | Natural disinfecting cleaners |
US8069523B2 (en) | 2008-10-02 | 2011-12-06 | Bard Access Systems, Inc. | Site scrub brush |
EP2201951A1 (de) | 2008-11-14 | 2010-06-30 | Ahmet Melih Aydinoglu | Octenidin-Zusammensetzung |
EP2413978B1 (en) | 2009-04-01 | 2014-07-09 | C.R. Bard, Inc. | Microbial scrubbing device |
EP2509622B1 (en) * | 2009-12-09 | 2014-08-20 | KCI Licensing, Inc. | Inhibiting bacterial infection and biofilm formation |
CA2794841C (en) | 2010-05-20 | 2021-02-23 | Ecolab Usa Inc. | Rheology modified low foaming liquid antimicrobial compositions and methods of use thereof |
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DE102010044787A1 (de) * | 2010-09-09 | 2012-03-15 | Beiersdorf Ag | Makroemulsionen mit verbesserter Deodorantwirksamkeit |
US9095134B2 (en) * | 2010-09-22 | 2015-08-04 | Ecolab Usa Inc. | Antimicrobial compositions containing cationic active ingredients and quaternary sugar derived surfactants |
PT2643003E (pt) * | 2011-04-29 | 2015-03-09 | Effik Internat S A | Composição vaginal à base de alquilpoliglicósidos |
EP2436754A1 (de) * | 2011-09-30 | 2012-04-04 | Basf Se | Antimikrobielle Reinigungszusammensetzung |
EP2727991A1 (en) * | 2012-10-30 | 2014-05-07 | The Procter & Gamble Company | Cleaning and disinfecting liquid hand dishwashing detergent compositions |
EP3044361A1 (en) * | 2013-09-12 | 2016-07-20 | Yeditepe Universitesi | Antimicrobial textile products and method of obtaining thereof |
DE102013223657A1 (de) | 2013-11-20 | 2015-05-21 | Schülke & Mayr GmbH | Kit für die Erzeugung von Bispyridiniumalkan enthaltenden Schäumen |
US20150272124A1 (en) | 2014-03-25 | 2015-10-01 | Ecolab Usa Inc. | Antimicrobial compositions containing cationic active ingredients |
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EP3528628A1 (en) * | 2016-10-21 | 2019-08-28 | GOJO Industries, Inc. | Disinfecting composition |
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WO2024092394A1 (en) * | 2022-10-31 | 2024-05-10 | Ecolab Usa Inc. | Antimicrobial foam hand soap compositions with color indicator systems |
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Family Cites Families (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2540170C3 (de) * | 1975-09-10 | 1979-01-18 | Basf Ag, 6700 Ludwigshafen | Verwendung von in organischer Lösung hergestelltem Polyvinylpyrrolidon zur Herstellung von stabilen wäßrigen PoIyvinylpyrrolidon-Jod-Lösungen |
KR920006539B1 (ko) * | 1984-09-26 | 1992-08-08 | 안토니 그룩 브루노 | 방부성 세제 조성물 |
DE3444958A1 (de) | 1984-12-10 | 1986-06-12 | Henkel KGaA, 4000 Düsseldorf | Verwendung von alkylglykosiden als potenzierungsmittel in antiseptischen mitteln sowie desinfektions- und reinigungsmittel mit verstaerkter bakterizider wirkung |
WO1986005359A1 (en) * | 1985-03-13 | 1986-09-25 | Gluck Bruno A | Antiseptic compositions |
JP2585032B2 (ja) | 1987-11-30 | 1997-02-26 | 株式会社資生堂 | 洗浄剤組成物 |
DE3702983A1 (de) * | 1986-06-09 | 1987-12-10 | Henkel Kgaa | Desinfektionsmittel und ihre verwendung zur haut- und schleimhautdesinfektion |
KR970002580B1 (ko) * | 1987-07-01 | 1997-03-06 | 노바파암 리서어치 프로프라이어터리 리미티드 | 살균제 조성물 |
US5409697A (en) * | 1987-07-01 | 1995-04-25 | Novapharm Research Pty. Ltd. | Biocidal composition |
DE4102502A1 (de) * | 1991-01-29 | 1992-07-30 | Henkel Kgaa | Fluessigwaschmittel |
US5164107A (en) * | 1991-04-25 | 1992-11-17 | Becton, Dickinson And Company | Chlorhexidine composition useful in a surgical scrub |
WO1993007250A1 (en) * | 1991-10-09 | 1993-04-15 | Novapharm Research (Australia) Pty. Ltd. | Novel skin and hand cleansing process and compositions |
US5330674A (en) | 1992-09-09 | 1994-07-19 | Henkel Corporation | Method for increasing the efficiency of a disinfectant cleaning composition using alkyl polyglycosides |
WO1995009605A1 (en) | 1993-10-06 | 1995-04-13 | Henkel Corporation | Improving phenolic disinfectant cleaning compositions with alkylpolyglucoside surfactants |
ZA951012B (en) * | 1994-02-14 | 1996-08-08 | Colgate Palmolive Co | Composition |
EP0788305B1 (en) * | 1994-03-28 | 2004-11-03 | The Trustees of Columbia University in the City of New York | Composition for inactivating irritants in fluids |
AU2642195A (en) * | 1994-05-20 | 1995-12-18 | Gojo Industries, Inc. | Antimicrobial cleaning composition containing chlorhexidine, anamphoteric and an alkylpolyglucoside |
US5762917A (en) * | 1994-09-27 | 1998-06-09 | Virotex Corporation | Method and composition for cleansing wounds with minimal cytotoxicity for minimal scarring |
US5624906A (en) * | 1994-12-08 | 1997-04-29 | Lever Brothers Company, Division Of Conopco, Inc. | Oral hygiene compositions comprising heteroatom containing alkyl aldonamide compounds |
JPH08199188A (ja) | 1995-01-23 | 1996-08-06 | Chuo Aerosol Kagaku Kk | フォームを造る原液 |
DE69623914T2 (de) * | 1995-07-12 | 2003-05-15 | Shiseido Co. Ltd., Tokio/Tokyo | Äusserliches hautpräparat |
US5691287A (en) * | 1995-12-21 | 1997-11-25 | S. C. Johnson & Son, Inc. | Low irritation cleansing bar |
US5837266A (en) * | 1996-04-30 | 1998-11-17 | Hydromer, Inc. | Composition, barrier film, and method for preventing contact dermatitis |
GB9612595D0 (en) | 1996-06-15 | 1996-08-21 | Smithkline Beecham Plc | Composition |
AU729078B2 (en) * | 1996-06-24 | 2001-01-25 | Bio-Safe Enterprises, Inc. | Antibacterial composition |
US5763412A (en) * | 1997-04-08 | 1998-06-09 | Becton Dickinson And Company | Film-forming composition containing chlorhexidine gluconate |
AUPO690997A0 (en) * | 1997-05-20 | 1997-06-12 | Novapharm Research (Australia) Pty Ltd | Alkylpolyglucosides containing disinfectant compositions active against pseudomonas microorganism |
US6045817A (en) * | 1997-09-26 | 2000-04-04 | Diversey Lever, Inc. | Ultramild antibacterial cleaning composition for frequent use |
-
1997
- 1997-05-20 AU AUPO6909A patent/AUPO690997A0/en not_active Abandoned
-
1998
- 1998-05-07 BR BRPI9809881-0A patent/BR9809881B1/pt not_active IP Right Cessation
- 1998-05-07 NZ NZ501185A patent/NZ501185A/en not_active IP Right Cessation
- 1998-05-07 DK DK98918984T patent/DK0983335T3/da active
- 1998-05-07 WO PCT/AU1998/000329 patent/WO1998053036A1/en active IP Right Grant
- 1998-05-07 JP JP54969398A patent/JP4172659B2/ja not_active Expired - Lifetime
- 1998-05-07 TR TR1999/02850T patent/TR199902850T2/xx unknown
- 1998-05-07 ES ES98918984T patent/ES2253814T3/es not_active Expired - Lifetime
- 1998-05-07 IL IL13295698A patent/IL132956A0/xx not_active IP Right Cessation
- 1998-05-07 US US09/424,158 patent/US6531434B1/en not_active Expired - Lifetime
- 1998-05-07 ID IDW991402A patent/ID24921A/id unknown
- 1998-05-07 KR KR10-1999-7010746A patent/KR100531502B1/ko not_active Expired - Fee Related
- 1998-05-07 AT AT98918984T patent/ATE311433T1/de not_active IP Right Cessation
- 1998-05-07 EP EP98918984A patent/EP0983335B1/en not_active Expired - Lifetime
- 1998-05-07 DE DE69832601T patent/DE69832601T2/de not_active Expired - Fee Related
- 1998-05-07 CN CNB988052210A patent/CN1212384C/zh not_active Expired - Lifetime
- 1998-05-07 CA CA002290487A patent/CA2290487A1/en not_active Abandoned
- 1998-05-14 MY MYPI98002153A patent/MY117402A/en unknown
- 1998-05-14 ZA ZA984066A patent/ZA984066B/xx unknown
- 1998-05-18 IN IN1315DE1998 patent/IN191603B/en unknown
- 1998-05-20 TW TW087108027A patent/TWI224012B/zh not_active IP Right Cessation
-
2003
- 2003-02-25 US US10/372,663 patent/US7163914B2/en not_active Expired - Lifetime
Non-Patent Citations (1)
Title |
---|
J.FALBE, M.REGNITZ: "Römpp Chemie Lexikon, Band 1", 1995, GEORG THIEME VERLAG * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102007020426A1 (de) * | 2007-04-27 | 2008-10-30 | Bernd Schwegmann Gmbh & Co. Kg | Mischung, welche ein Alkylpolyglucosid, ein Cotensid und ein polymeres Additiv umfasst |
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DE69832601D1 (de) | 2006-01-05 |
ATE311433T1 (de) | 2005-12-15 |
WO1998053036A1 (en) | 1998-11-26 |
JP2001525877A (ja) | 2001-12-11 |
MY117402A (en) | 2004-06-30 |
AUPO690997A0 (en) | 1997-06-12 |
KR100531502B1 (ko) | 2005-11-28 |
TWI224012B (en) | 2004-11-21 |
IL132956A0 (en) | 2001-03-19 |
HK1026712A1 (en) | 2000-12-22 |
TR199902850T2 (xx) | 2000-06-21 |
DK0983335T3 (da) | 2006-03-27 |
BR9809881B1 (pt) | 2009-05-05 |
CA2290487A1 (en) | 1998-11-26 |
NZ501185A (en) | 2001-04-27 |
BR9809881A (pt) | 2000-07-04 |
US6531434B1 (en) | 2003-03-11 |
CN1256709A (zh) | 2000-06-14 |
ID24921A (id) | 2000-08-31 |
EP0983335A4 (en) | 2001-02-28 |
ES2253814T3 (es) | 2006-06-01 |
DE69832601T2 (de) | 2006-08-10 |
ZA984066B (en) | 1998-11-25 |
IN191603B (enrdf_load_stackoverflow) | 2003-12-06 |
JP4172659B2 (ja) | 2008-10-29 |
EP0983335A1 (en) | 2000-03-08 |
KR20010012784A (ko) | 2001-02-26 |
CN1212384C (zh) | 2005-07-27 |
US20050215461A1 (en) | 2005-09-29 |
US7163914B2 (en) | 2007-01-16 |
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